
Waterfront holiday rentals near Siesta Beach
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Top-rated waterfront rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

The Palm Bay Club on Siesta key Beach
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

Sarasota Surf & Racquet Club Siesta Key Condo
Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated, Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and Dolphins to the private beach with free access to Chairs and loungers, Cabanas are also available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Siesta Key Quaint Beach House
This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Escape to this colorful 2BR beachfront duplex in the heart of Siesta Key, just steps from the beach, restaurants, and local attractions. Enjoy modern comforts, a private cabana with a hot tub, and access to a shared pool—perfect for couples, families, and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.

Siesta Sunsets Suite
Siesta Sunset Suite....experience Private Beach access to Americas #1 Beach and #1 Sunset! It's truly a one of a kind experience, as the beach is just steps outside your door! Also your choice, move from the sea and sand life to the Siesta by the pool. We do require a 2 night minimum stay. The free Siesta Key trolly stop is nearby, so don't miss the restaurants, terrific shopping, and Beachy nightlife.

Siesta Key Oasis with Gulf Views
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 5th floor unit has an extra large lanai that provides some of the best Gulf views on Siesta Key! 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for waterfront rentals near Siesta Beach
Waterfront apartment rentals

Beachfront Corner Condo | Sunset Gulf Views

Newly Remodeled Beachfront Studio - On the sand!

Sweet Retreat at Shorewalk!

Beach Bliss!

Longboat Key-OCEAN FRONT- on the beach

Stylish Gray 2nd-Floor Condo w/ Heated Pool | 1BR

Serenity on the Manatee

Siesta Premier Location - The 'Calm of Siesta'
Waterfront house rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Beach, Village, Dock & Private Pool! One-of-a-kind

Grand Oak at Seaview | Waterfront + Heated Pool

4BR Waterfront Retreat - Hot Tub, Dock, Pool

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

Summer House longboat key

Luxury Canal-Front Home + Heated Pool Near Beach
Waterfront apartment rentals

Siesta Key Beach front 2 bedroom condo w/ parking

Siesta Dunes 1st Floor Beach Front Retreat

Siesta Key For Me @ The Palm Bay Club

Anchorage Resort 2nd Floor 2 Bedroom Condo/Pool

Penthouse 20ft to Beach Access, 500ft from Village

Breathtaking Beachfront Views in Siesta Key

Siesta Key Beach (OHAB) Townhouse #1 beach

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Other waterfront holiday rentals

Beach Haven on Siesta Key Beach

Lagoon View Condo with Resort Pool

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Waterfront Retreat | Heated Pool & Boat Dock

NEW! Coconuts 106! Beach Front! Heat Pool!

Vintage Coastal

Beach Front Haven

Beachfront 180-Degree View, Walk to Village!
Quick stats about waterfront rentals near Siesta Beach

Total holiday rentals
Explore 480 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at €105 per night before taxes and fees

Verified guest reviews
Over 13,170 verified reviews to help you choose

Family-friendly holiday rentals
380 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
480 of Siesta Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Family-friendly rentals Siesta Beach
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